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Synthesis
DOI: 10.1055/a-2759-9969
DOI: 10.1055/a-2759-9969
Paper
5-Alkylsulfonyl-1H-tetrazoles: Oxidizers and Catalysts for the Oxidation of Sulfides to Sulfoxides with Hydrogen Peroxide
Authors
This work was supported by ongoing institutional funding. No additional grants to carry out this particular research.

Abstract
A new preparative method for the oxidation of sulfides to their corresponding sulfoxides using hydrogen peroxide in the presence of 5-alkylsulfonyl-1H-tetrazoles has been proposed. The method demonstrates high efficiency for sulfides with aliphatic, aromatic, and heterocyclic substituents. The role of 5-alkylsulfonyl-1H-tetrazoles in the oxidative process has been demonstrated.
Keywords
Organocatalytic oxidation - Sulfoxides - Sulfides - Hydrogen peroxide - 5-Alkylsulfonyl-1H-tetrazolesPublication History
Received: 10 September 2025
Accepted after revision: 28 November 2025
Article published online:
22 December 2025
© 2025. Thieme. All rights reserved.
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References
- 1 Wojaczynska E, Wojaczynski J. Curr Opin Chem Biol 2023; 76: 102340
- 2 Maski K, Trotti LM, Kotagal S. et al. J Clin Sleep Med 2021; 17: 1881
- 3 Yin T, Wang G, Ye T, Wang Y. Sci Rep 2016; 6: 19534
- 4 Massomi F, Savage J, Destache CJ. Pharmacotherapy 1993; 13: 46
- 5 Strand DS, Kim D, Peura DA. Gut Liver 2017; 11: 27
- 6 Kupwade RVJ. Chem Rev 2019; 1: 99
- 7 Hernández-Ochoa B, Gómez-Manzo S, Sánchez-Carrillo A. et al. Molecules 2020; 25: 3979
- 8 Silva F, Baker A, Stansall J. et al. Eur J Org Chem 2018; 2018: 2134
- 9 Guo Y, Liu X, Du L, Xiao R, Xu N, Wang X. Polyhedron 2024; 253: 116912
- 10 Loginova IV, Rodygin KS, Rubtsova SA, Slepukhin PA, Kuchin AV, Polukeev VA. Russ J Org Chem 2011; 47: 125
- 11 Tishchenko EA, Lukina VA, Niyazov MG, Myznikov LV. Russ J Gen Chem 2025; 95: 1192
- 12 Secci F, Arca M, Frongia A, Piras PP. New J Chem 2014; 38: 3622
- 13 Secci F, Arca M, Frongia A, Piras PP. Cat Sci Technol 2014; 4: 1407
- 14 Chenard BL, Lipinski CA, Dominy BW. et al. J Med Chem 1990; 33: 1077
- 15 Kelly SS, Shen T-L, Xian M. Org Lett 2021; 23: 3741
- 16 Shen H-M, Zhou W-J, Ma X. et al. Molecules 2015; 20: 16709
- 17 Myznikov LV, Vorona SV, Artamonova TV, Zevatskii YEJ. Gen Chem 2017; 87: 1313
- 18 Eliazyan KA, Shahbazyan LV, Pivazyan VA, Ghazaryan EA, Yengoyan AP. Heteroat Chem 2009; 20: 405
- 19 Baciocchi E, Giacco TD, Lanzalunga O, Lapi A. J Org Chem 2007; 72: 9582
- 20 Gan S, Yin J, Yao Y. et al. Org Biomol Chem 2017; 15: 2647
- 21 Tamura Y, Uenishi J-I, Maeda H, Choi H-D, Ishibashi H. Synthesis 1981; 7: 534
- 22 Ghorbani-Choghamarani A, Ghasemi B, Safari Z, Azadi G. Catal Commun 2015; 60: 70
- 23 Lowe JN, Fulton DA, Chiu S-H. et al. J Org Chem 2004; 69: 4390
- 24 Hong M, Yan J-M. Phosphorus Sulfur Silicon Relat Elem 2017; 192: 985
- 25 Bahrami K, Khodaei MM, Arabi MS. J Org Chem 2010; 75: 6208
- 26 Lisitsyn VN, Kukalenko LS. Russ J Org Chem 1980; 16: 629